70 total properties
Did you mean the neighborhood Winter Park?
View 330 W MORSE BLVD 104 Winter Park, FL MLS# O6416951
  • Recently Listed with Virtual Tour
1 of 21
$93,080
1,790

Sq.Ft.

330 W MORSE BLVD 104

Winter Park, FL

View 7302 SWALLOW RUN 7302 Winter Park, FL MLS# O6417858
  • Recently Listed
1 of 13
$1,495
2

Beds

2.0

Baths

756

Sq.Ft.

7302 SWALLOW RUN 7302

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 1440 MICHIGAN AVENUE Winter Park, FL MLS# O6417917
  • Recently Listed with Virtual Tour
1 of 23
$2,400
2

Beds

2.0

Baths

1,137

Sq.Ft.

1440 MICHIGAN AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 3651 N GOLDENROD ROAD B207 Winter Park, FL MLS# O6417268
  • Recently Listed with Virtual Tour
1 of 18
$1,295
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD B207

Winter Park, FL

View 1603 Alabama Dr 0 Winter Park, FL MLS# A12038415
  • Recently Listed with Virtual Tour
1 of 16
$2,400
2

Beds

2.0

Baths

1603 Alabama Dr 0

Winter Park, FL

Courtesy of MARIA OTTINGER R.E BROKER
View 151 N ORLANDO AVENUE 238 Winter Park, FL MLS# O6415735
$2,750
2

Beds

1.0

Baths

768

Sq.Ft.

151 N ORLANDO AVENUE 238

Winter Park, FL

Courtesy of COLONIALTOWN REALTY
View 418 R GILBERT ROAD Winter Park, FL MLS# O6415814
$4,000
3

Beds

3.0

Baths

1,680

Sq.Ft.

418 R GILBERT ROAD

Winter Park, FL

Courtesy of SOTERA LIVING
View 3045 AARON BURR AVENUE 12D Winter Park, FL MLS# S5150999
$1,650
2

Beds

2.0

Baths

1,062

Sq.Ft.

3045 AARON BURR AVENUE 12D

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 1137 SOUTH PENNSYLVANIA AVENUE Winter Park, FL MLS# O6414626
$2,995
3

Beds

2.0

Baths

1,500

Sq.Ft.

1137 SOUTH PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2730 PRINCE JOHN ROAD Winter Park, FL MLS# O6413831
$2,495
4

Beds

2.0

Baths

1,669

Sq.Ft.

2730 PRINCE JOHN ROAD

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 2918 ANTIQUE OAKS CIRCLE 26 Winter Park, FL MLS# O6413563
$1,575
2

Beds

2.0

Baths

1,018

Sq.Ft.

2918 ANTIQUE OAKS CIRCLE 26

Winter Park, FL

Courtesy of PREMIER MANAGEMENT GROUP INC
View 503 KILSHORE LANE Winter Park, FL MLS# O6412456
  • Virtual Tour
1 of 13
$2,050
2

Beds

1.0

Baths

1,125

Sq.Ft.

503 KILSHORE LANE

Winter Park, FL

View 652 SAINT JHONS 652 Winter Park, FL MLS# TB8514256
  • Virtual Tour
1 of 33
$1,850
2

Beds

2.0

Baths

1,037

Sq.Ft.

652 SAINT JHONS 652

Winter Park, FL

View 640 N PARK AVENUE 5 Winter Park, FL MLS# O6411306
  • Virtual Tour
1 of 23
$3,200
1

Beds

1.0

Baths

673

Sq.Ft.

640 N PARK AVENUE 5

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 620 TRINIDAD COURT 620 Winter Park, FL MLS# S5150729
$1,695
2

Beds

2.0

Baths

1,120

Sq.Ft.

620 TRINIDAD COURT 620

Winter Park, FL

View 7338 SWALLOW RUN 7338 Winter Park, FL MLS# O6411093
$1,598
2

Beds

2.0

Baths

774

Sq.Ft.

7338 SWALLOW RUN 7338

Winter Park, FL

View 1404 CLAY STREET Winter Park, FL MLS# O6410414
  • Virtual Tour
1 of 17
$2,800
3

Beds

2.0

Baths

1,440

Sq.Ft.

1404 CLAY STREET

Winter Park, FL

Courtesy of MEP REALTY INVESTMENTS LLC
View 7426 WYNNEWOOD SQUARE 195 Winter Park, FL MLS# O6410726
$1,800
3

Beds

2.0

Baths

1,117

Sq.Ft.

7426 WYNNEWOOD SQUARE 195

Winter Park, FL

Courtesy of SPRINGHILL PROPERTIES LLC
View 614 SAINT JOHNS COURT 614 Winter Park, FL MLS# O6410529
$1,750
2

Beds

2.0

Baths

1,037

Sq.Ft.

614 SAINT JOHNS COURT 614

Winter Park, FL

Courtesy of JEXOR LLC
View 7864 BROKEN ARROW TRAIL Winter Park, FL MLS# O6406209
$3,400
4

Beds

2.1

Baths

2,219

Sq.Ft.

7864 BROKEN ARROW TRAIL

Winter Park, FL

About Winter Park

Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas.  In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range.  Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves.  Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College.  This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically.  However, the college is not the town's only point of pride.  One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art.  Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.  

Listings in Winter Park, FL

391

Estimated median home price

$750,000
Winter Park FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.

Homes for Sale by Price in Winter Park, FL

Price Count
$0 - 100K 4
$100K - 200K 45
$200K - 300K 27
$300K - 400K 18
$400K - 500K 30
$500K - 600K 29
$600K - 700K 34
$700K - 800K 17
$800K - 900K 12
$900K - 1M 9
$1M - Max 166

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 248
Townhouse 17
Condo 91
Commercial 7
Rental 70
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 7/4/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 7/4/2026.